1,2,3,4-Tetrahydroisoquinoline → N-(3-tert-Butyl-phenyl)-6-(3,4-dihydro-1H-isoquinolin-2-yl)-nicotinamide
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16](Cl)=[N:15][CH:14]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][CH2:23][NH:22]1.IC1C=C(NC(=O)C2C=CC(N3CCOCC3)=NC=2)C=CC=1C>>[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][C:16]([N:22]3[CH2:23][CH2:24][C:25]4[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH2:21]3)=[N:15][CH:14]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]Participants
4
Procedure
N-(3-tert-Butyl-phenyl)-6-(3,4-dihydro-1H-isoquinolin-2-yl)-nicotinamide was synthesized from N-(3-tert-butyl-phenyl)-6-chloro-nicotinamide and 1,2,3,4-tetrahydro-isoquinoline in a method similar to the one described in the synthesis of N-(3-iodo-4-methyl-phenyl)-6-morpholin-4-yl-nicotinamide above. LCMS calcd for C25H27N3O (m/e) 385, obsd 386 (M+H).
Sources & evidence
- ORD record
- ord-b7562f13f58a480294e2d2e3558f2a2b
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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